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126-33-0 Usage

Uses

Different sources of media describe the Uses of 126-33-0 differently. You can refer to the following data:
1. Sulfolane is widely used as an industrial solvent, especially in the extraction of aromatic hydrocarbons from hydrocarbon mixtures and to purify natural gas.?The first large scale commercial use of sulfolane, the sulfinol process, was first implemented by Shell Oil Company in March 1964 at the Person gas plant near Karnes City, Texas. The sulfinol process purifies natural gas by removing H2S, CO2, COS and mercaptans from natural gas with a mixture of alkanolamine and sulfolane.
2. Selective solvent for liquid-vapor extractions.
3. Process solvent for extractions of aromatics and for purification of acid gases.
4. Sulfolane is used in lithium-ion batteries.

Chemical Properties

Different sources of media describe the Chemical Properties of 126-33-0 differently. You can refer to the following data:
1. colourless crystals
2. Sulfolane is a colorless oily liquid

Synthesis Reference(s)

Journal of the American Chemical Society, 63, p. 2939, 1941 DOI: 10.1021/ja01856a021

General Description

Colorless oily liquid with a weak oily odor. Solidifies (freezing point is 79°) and sinks on first contact with water, then mixes with water. F.

Air & Water Reactions

Water soluble.

Reactivity Profile

Mixing Sulfolane in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid and oleum [NFPA 1991]. With nitrating agents (nitronium tetrafluoroborate in Sulfolane) very highly exothermic reactions are known to occur, [J. Org. Chem., 1978, 43, 4677].

Hazard

Combustible. Toxic by ingestion.

Health Hazard

Very mildly irritating to the eyes.

Fire Hazard

Special Hazards of Combustion Products: Toxic, irritating gases may be generated in fires.

Industrial uses

Sulfolane is the most common commercially available sulfone solvent. The solvent, also known as tetrahydrothiophene-1,1-dioxide, is a colorless, highly polar liquid consisting of a fully hydrogenated five-member sulfur-carbon heterocyclic thiophene ring. The solvent is available as both anhydrous sulfolane and as sulfolane containing 3 wt% deionized water. Sulfolane is used as a reaction medium, as a solvent for a wide variety of organic chemicals and polymers, and as an extraction solvent.Sulfolane is a very high boiling point, colorless liquid with a very high viscosity (10.3 centipoises) and medium surface tension value (35.5 dynes/cm).Sulfolane is miscible with water and many organic solvents.Sulfolane is used to separate aromatic hydrocarbons from aliphatic hydrocarbons. The extraction process first developed by Shell Oil in 1959 and which is referred to as the "Sulfolane" process is used worldwide. The solvency of sulfolane for certain fatty acids and fatty acid esters is the basis for upgrading animal and vegetable fatty acids used in food products, paints, plastics, resins, and soaps.Sulfolane is used to remove acidic components like hydrogen sulfide and carbon dioxide from gas feed stocks. Sulfolane is used as a polymerization solvent for the production of polysulfones, polysiloxanes, polyphenylene ethers, and other polymers. Sulfolane is said to increase the reaction rates, afford easier polymer purification, and improved thermal stability. Sulfolane is a solvent for dissolving a variety of polymers for use in the fiberspinning process.Cellulose and cellulose ester polymers can be plasticized with sulfolane to give improved flexibility and other physical property improvements. Other application areas that have used sulfolane include electronic and electrical uses, textile dye uses, curing of polysulfide sealant, and as a catalyst in certain synthetic reactions.

Potential Exposure

Sulfolane is used primarily as a process solvent for extraction of aromatics and for purification of acid gases. Used as a curing agent for epoxy resins, in medicine ash an antibacterial; fractionation of wood tars, tall oil, and other fatty acids; a component of hydraulic fluid; in textile finishing.

Carcinogenicity

Sulfolane was not mutagenic in bacterial assays with or without metabolic activation.

Shipping

UN3334 Aviation regulated liquid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material. Technical Name Required.

Purification Methods

prepared commercially by a Diels-Alder reaction of between 1,3-butadiene and sulfur dioxide, followed by Raney nickel hydrogenation. The principal impurities are water, 3-sulfolene, 2-sulfolene and 2-isopropyl sulfolanyl ether. It is dried by passage through a column of molecular sieves. Distil it under reduced pressure through a column packed with stainless steel helices. Again dry it with molecular sieves and distil. [Cram et al. J Am Chem Soc 83 3678 1961, Coetzee Pure Appl Chem 49 211 1977.] Alternatively, it is stirred at 50o, and small portions of solid KMnO4 are added until the colour persists during 1hour. Dropwise addition of MeOH then destroys the excess KMnO4; the solution is filtered, freed from potassium ions by passage through an ion-exchange column and dried under vacuum. It has also been distilled in a vacuum from KOH pellets. It is hygroscopic. [See Sacco et al. J Phys Chem 80 749 1976, J Chem Soc, Faraday Trans 1 73 1936 1977, 74 2070 1978, Trans Faraday Soc 62 2738 1966.] Coetzee has reviewed the methods of purification of sulfolane, and also the removal of impurities. [Coetzee in Recommended Methods of Purification of Solvents and Tests for Impurities, Coetzee Ed. Pergamon Press, 1982, Beilstein 17 I 5, 17 III/IV 37, 17/1 V 39.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Contact with nitronium tetrafluoroborate(1-) is potentially explosive.

Check Digit Verification of cas no

The CAS Registry Mumber 126-33-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 6 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 126-33:
(5*1)+(4*2)+(3*6)+(2*3)+(1*3)=40
40 % 10 = 0
So 126-33-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O2S/c5-7(6)3-1-2-4-7/h1-4H2

126-33-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (H32505)  Sulfolane, 80% w/w aq. soln.   

  • 126-33-0

  • 500ml

  • 303.0CNY

  • Detail
  • Alfa Aesar

  • (H32505)  Sulfolane, 80% w/w aq. soln.   

  • 126-33-0

  • 2500ml

  • 1009.0CNY

  • Detail
  • Alfa Aesar

  • (A13466)  Sulfolane, 99%   

  • 126-33-0

  • 250g

  • 261.0CNY

  • Detail
  • Alfa Aesar

  • (A13466)  Sulfolane, 99%   

  • 126-33-0

  • 1000g

  • 742.0CNY

  • Detail
  • Alfa Aesar

  • (A13466)  Sulfolane, 99%   

  • 126-33-0

  • 5000g

  • 2039.0CNY

  • Detail
  • USP

  • (1601769)  Residual Solvent Class 2 - Sulfolane  United States Pharmacopeia (USP) Reference Standard

  • 126-33-0

  • 1601769-3X1.2ML

  • 4,662.45CNY

  • Detail
  • Aldrich

  • (T22209)  Sulfolane  99%

  • 126-33-0

  • T22209-5G

  • 281.97CNY

  • Detail
  • Aldrich

  • (T22209)  Sulfolane  99%

  • 126-33-0

  • T22209-100G

  • 339.30CNY

  • Detail
  • Aldrich

  • (T22209)  Sulfolane  99%

  • 126-33-0

  • T22209-500G

  • 600.21CNY

  • Detail
  • Aldrich

  • (T22209)  Sulfolane  99%

  • 126-33-0

  • T22209-2.5KG

  • 2,359.89CNY

  • Detail

126-33-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name sulfolane

1.2 Other means of identification

Product number -
Other names bondelanea

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:126-33-0 SDS

126-33-0Synthetic route

thiophene
110-01-0

thiophene

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With silica gel; magnesium monoperoxyphthalate hexahydrate In dichloromethane for 0.833333h; Heating;100%
With sodium tungstate (VI) dihydrate; dihydrogen peroxide In methanol; water at 40℃;100%
With selenium(IV) oxide; dihydrogen peroxide In water; ethyl acetate chemoselective reaction;99%
3-Sulfolene
77-79-2

3-Sulfolene

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With triethylsilane; 1% Pd on activated carbon In water at 45℃; for 20h; Green chemistry; chemoselective reaction;100%
With ethanol; platinum Hydrogenation;
With water; palladium Hydrogenation;
thiophene
110-01-0

thiophene

A

1-oxothiolane
1600-44-8

1-oxothiolane

B

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With urea-hydrogen peroxide at 85℃; for 0.116667h;A 87%
B 9%
With dihydrogen peroxide In water at 30 - 35℃; for 24h; Sealed tube; Green chemistry;A 66%
B 60%
With dihydrogen peroxide; titanium(IV) isopropylate; L-Tartaric acid; silica gel In methanol; water at 25℃; for 4h; Title compound not separated from byproducts;A 96 % Spectr.
B 2%
1-oxothiolane
1600-44-8

1-oxothiolane

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With nitronium tetrafluoborate In dichloromethane at 25℃; for 5h;68%
With peroxynitrous acid at 25℃; for 0.166667 - 4h; pH=7.4 - 12.7; Reactivity; phosphate buffer;3.14%
With bromine In water at 20℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, various temperature;
tetramethylenebis(dimethylglyoximato)(pyridine)cobalt(III) (45)

tetramethylenebis(dimethylglyoximato)(pyridine)cobalt(III) (45)

A

sulfolane
126-33-0

sulfolane

B

mono- and bis(sulfur dioxide) insertion products

mono- and bis(sulfur dioxide) insertion products

Conditions
ConditionsYield
With sulfur dioxide for 24h; Ambient temperature;A 20%
B n/a
3-Isopropoxythiolane 1,3-dioxide
17200-23-6

3-Isopropoxythiolane 1,3-dioxide

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With nickel; isopropyl alcohol at 175℃; under 51485.6 Torr; Hydrogenation;
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

A

sulfolane
126-33-0

sulfolane

B

1,2-oxathiane-2-oxide
24308-29-0

1,2-oxathiane-2-oxide

Conditions
ConditionsYield
With sulfur dioxide; tetraethylammonium bromide In acetonitrile at 60 - 80℃; electrolysis;A 45 % Turnov.
B 54 % Turnov.
2,3-dihydrothiophene-1,1-dioxide
1192-16-1

2,3-dihydrothiophene-1,1-dioxide

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With hydrogen; nickel at 20℃; Kinetics; rate of hydrogenation as a function of deformation of crystal structure of the catalyst; other catalysts : Rh, Pd and Pt;
1,4-ditosyloxybutane
4724-56-5

1,4-ditosyloxybutane

A

sulfolane
126-33-0

sulfolane

B

1,2-oxathiane-2-oxide
24308-29-0

1,2-oxathiane-2-oxide

Conditions
ConditionsYield
With sulfur dioxide; tetraethylammonium bromide In acetonitrile at 60 - 80℃; electrolysis;A 45 % Turnov.
B 45 % Turnov.
thiophene
110-01-0

thiophene

ozone containing oxygen

ozone containing oxygen

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With chloroform
thiophene
110-01-0

thiophene

A

1-oxothiolane
1600-44-8

1-oxothiolane

B

sulfolane
126-33-0

sulfolane

C

4-butanal disulfide
102244-56-4

4-butanal disulfide

Conditions
ConditionsYield
With oxygen; methylene blue In acetonitrile Pummerer rearrangement; Photolysis;
4-hydroxy-butane-1-sulfonic acid
26978-64-3

4-hydroxy-butane-1-sulfonic acid

sulfolane
126-33-0

sulfolane

Conditions
ConditionsYield
With acetic acid In water at 135 - 155℃; under 1 - 3 Torr; for 0.8h; Temperature;113.5 g
sulfolane
126-33-0

sulfolane

isoquinolin-7-ol
7651-83-4

isoquinolin-7-ol

8-nitroisoquinolin-7-ol
56623-93-9

8-nitroisoquinolin-7-ol

Conditions
ConditionsYield
With nitronium tetrafluoroborate In methanol100%
With nitronium tetrafluoroborate In methanol100%
2-thienyl chloride
96-43-5

2-thienyl chloride

sulfolane
126-33-0

sulfolane

oxalyl dichloride
79-37-8

oxalyl dichloride

5-chlorothiophene-2-carbonyl chloride
42518-98-9

5-chlorothiophene-2-carbonyl chloride

Conditions
ConditionsYield
at 165℃; for 17.5h; Temperature;100%
sulfolane
126-33-0

sulfolane

Sulfolane-2,2-5,5-d4
20627-71-8

Sulfolane-2,2-5,5-d4

Conditions
ConditionsYield
With potassium tert-butylate; water-d2 at 120℃; for 24h;98.5%
With water-d2; sodium at 40℃; for 48h;
sulfolane
126-33-0

sulfolane

1,2,3,5-tetrafluoro-4-nitrobenzene
314-41-0

1,2,3,5-tetrafluoro-4-nitrobenzene

nitric acid
7697-37-2

nitric acid

2,4,5,6-Tetrafluoro-1,3-dinitrobenzene
20002-14-6

2,4,5,6-Tetrafluoro-1,3-dinitrobenzene

Conditions
ConditionsYield
With boron trifluoride at 65-70°C 7 d;98%
With BF3 at 65-70°C 7 d;98%
sulfolane
126-33-0

sulfolane

methylamine hydroiodide
14965-49-2

methylamine hydroiodide

lead(II) iodide

lead(II) iodide

CH6N(1+)*Pb(2+)*3I(1-)*C4H8O2S

CH6N(1+)*Pb(2+)*3I(1-)*C4H8O2S

Conditions
ConditionsYield
at 80℃; for 0.5h;97%
(R)-4-methyl-benzenesulfinic acid (2,2-dimethyl-propylidene)-amide

(R)-4-methyl-benzenesulfinic acid (2,2-dimethyl-propylidene)-amide

sulfolane
126-33-0

sulfolane

(1R,2S,4R)-4-methyl-benzenesulfinic acid [1-(1,1-dioxo-tetrahydro-1λ6-thiophen-2-yl)-2,2-dimethyl-propyl]-amide

(1R,2S,4R)-4-methyl-benzenesulfinic acid [1-(1,1-dioxo-tetrahydro-1λ6-thiophen-2-yl)-2,2-dimethyl-propyl]-amide

Conditions
ConditionsYield
Stage #1: sulfolane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h;
Stage #2: (R)-4-methyl-benzenesulfinic acid (2,2-dimethyl-propylidene)-amide In tetrahydrofuran; hexane at -78℃; for 0.333333h;
92%
sulfolane
126-33-0

sulfolane

cis-2-pentenenitrile
25899-50-7

cis-2-pentenenitrile

2-pentenenitrile
26294-98-4

2-pentenenitrile

5-cyanopentanoic acid methyl ester
3009-88-9

5-cyanopentanoic acid methyl ester

Conditions
ConditionsYield
In methanol92%
sulfolane
126-33-0

sulfolane

methyl iodide
74-88-4

methyl iodide

1-methanesulfonyl-butane
7560-59-0

1-methanesulfonyl-butane

Conditions
ConditionsYield
With potassium In toluene at 0℃; for 4h; Irradiation; other cyclic sulfones;91%
With 1.)K 1.) toluene, 4h, 0 deg C, ultrasonic irradiation, 2.) 30 min, RT; Yield given. Multistep reaction;
With water; potassium 1) toluene, THF 2) heating; Yield given. Multistep reaction;
sulfolane
126-33-0

sulfolane

isophthalic acid
121-91-5

isophthalic acid

cyanogen chloride
506-77-4

cyanogen chloride

benzene-1,3-dicarbonitrile
626-17-5

benzene-1,3-dicarbonitrile

Conditions
ConditionsYield
91%
sulfolane
126-33-0

sulfolane

2,3,4-trifluoro-5-chloro-trifluoromethylbenzene
115812-33-4

2,3,4-trifluoro-5-chloro-trifluoromethylbenzene

2H-tetrachlorobenzotrifluoride

2H-tetrachlorobenzotrifluoride

tetraphenylphosphonium bromide
2751-90-8

tetraphenylphosphonium bromide

2H-tetrafluorobenzotrifluoride

2H-tetrafluorobenzotrifluoride

Conditions
ConditionsYield
With potassium fluoride90.5%
sulfolane
126-33-0

sulfolane

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 190℃; under 1125.11 Torr; for 70h; Temperature; Pressure; Solvent;89.4%
sulfolane
126-33-0

sulfolane

formamidinium iodide

formamidinium iodide

lead(II) iodide

lead(II) iodide

CH5N2(1+)*Pb(2+)*3I(1-)*C4H8O2S

CH5N2(1+)*Pb(2+)*3I(1-)*C4H8O2S

Conditions
ConditionsYield
at 90℃; for 0.5h;89%
sulfolane
126-33-0

sulfolane

3,4-dichloronitrobenzene
99-54-7

3,4-dichloronitrobenzene

Aliquat 336
5137-55-3

Aliquat 336

3-chloro-4-fluoronitrobenzene
350-30-1

3-chloro-4-fluoronitrobenzene

Conditions
ConditionsYield
With potassium fluoride; AlCl385%
sulfolane
126-33-0

sulfolane

Methyl fluoride
593-53-3

Methyl fluoride

tetrahydro-1-methoxythiophenium 1-oxide hexafluoroantimonate

tetrahydro-1-methoxythiophenium 1-oxide hexafluoroantimonate

Conditions
ConditionsYield
With sulfur dioxide; antimony pentafluoride for 0.25h; Ambient temperature; NMR study of products;82%
sulfolane
126-33-0

sulfolane

Pentafluorobenzene
363-72-4

Pentafluorobenzene

nitric acid
7697-37-2

nitric acid

pentafluoronitrobenzen
880-78-4

pentafluoronitrobenzen

Conditions
ConditionsYield
With boron trifluoride In not given with BF3 satd. mixture of tetramethylene sulfon and 95% HNO3 and C6F5H at 60-70°C 2 h;82%
With BF3 In not given with BF3 satd. mixture of tetramethylene sulfon and 95% HNO3 and C6F5H at 60-70°C 2 h;82%
sulfolane
126-33-0

sulfolane

1-benzoyl-1H-benzotriazole
4231-62-3

1-benzoyl-1H-benzotriazole

2-benzoyltetrahydrothiophene-1,1-dione
24463-84-1

2-benzoyltetrahydrothiophene-1,1-dione

Conditions
ConditionsYield
Stage #1: sulfolane With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;
Stage #2: 1-benzoyl-1H-benzotriazole In tetrahydrofuran; hexane at -78 - 20℃; Further stages.;
81%
sulfolane
126-33-0

sulfolane

1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole
1028-19-9

1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole

2-(toluene-4-sulfonyl)tetrahydrothiophene-1,1-dione

2-(toluene-4-sulfonyl)tetrahydrothiophene-1,1-dione

Conditions
ConditionsYield
Stage #1: sulfolane With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 1h;
Stage #2: 1-(4'-methylbenzenesulfonyl)-1H-benzo[d][1.2.3]triazole In tetrahydrofuran; pentane at -78 - 20℃; for 10h;
78%
sulfolane
126-33-0

sulfolane

2-pentenenitrile
26294-98-4

2-pentenenitrile

5-cyanopentanoic acid methyl ester
3009-88-9

5-cyanopentanoic acid methyl ester

Conditions
ConditionsYield
In methanol78%
sulfolane
126-33-0

sulfolane

chromium
7440-47-3

chromium

bis(tetramethylene sulfone)chromium(III)chloride trihydrate

bis(tetramethylene sulfone)chromium(III)chloride trihydrate

Conditions
ConditionsYield
With CCl4 In tetrachloromethane; ethanol added sulfolane, CCl4 and EtOH to Cr powder; heated to 120-140°C for several hours; filtered; evapd.; cooled; washed with acetone and ether; dried; elem.anal.;78%
sulfolane
126-33-0

sulfolane

p-toluoyl-1H-1,2,3-benzotriazole
59046-28-5

p-toluoyl-1H-1,2,3-benzotriazole

2-(4-methylbenzoyl)tetrahydrothiophene-1,1-dione

2-(4-methylbenzoyl)tetrahydrothiophene-1,1-dione

Conditions
ConditionsYield
Stage #1: sulfolane With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;
Stage #2: p-toluoyl-1H-1,2,3-benzotriazole In tetrahydrofuran; hexane at -78 - 20℃; Further stages.;
77%
sulfolane
126-33-0

sulfolane

tetrachlorophthalonitrile
1953-99-7

tetrachlorophthalonitrile

Tetrafluorophthalonitrile
1835-65-0

Tetrafluorophthalonitrile

Conditions
ConditionsYield
With potassium fluoride In water74%
sulfolane
126-33-0

sulfolane

N-(2-chloro-ethyl)-acetamide
7355-58-0

N-(2-chloro-ethyl)-acetamide

2-methyl-4,5-dihydro-1,3-oxazole
1120-64-5

2-methyl-4,5-dihydro-1,3-oxazole

Conditions
ConditionsYield
73%
sulfolane
126-33-0

sulfolane

1-dodecylbromide
143-15-7

1-dodecylbromide

2-n-dodecyltetrahydrothiophene-1, 1-dioxide

2-n-dodecyltetrahydrothiophene-1, 1-dioxide

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane; water; ethyl acetate; toluene73%
sulfolane
126-33-0

sulfolane

(1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone
301164-69-2

(1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone

2-(2-thienylcarbonyl)tetrahydrothiophene-1,1-dione

2-(2-thienylcarbonyl)tetrahydrothiophene-1,1-dione

Conditions
ConditionsYield
Stage #1: sulfolane With n-butyllithium In tetrahydrofuran; hexane at 0 - 20℃;
Stage #2: (1H-benzo[d][1,2,3]triazol-1-yl)(thiophen-2-yl)methanone In tetrahydrofuran; hexane at -78 - 20℃; Further stages.;
72%
sulfolane
126-33-0

sulfolane

hexachloro-phthalide
34973-43-8

hexachloro-phthalide

3,4,5,6-tetrafluoro-1,2-benzenedicarboxylic acid,dimethyl ester
1024-59-5

3,4,5,6-tetrafluoro-1,2-benzenedicarboxylic acid,dimethyl ester

Conditions
ConditionsYield
With hydrogenchloride; potassium fluoride; triethylamine In methanol; n-heptane; water; toluene72%
With hydrogenchloride; potassium fluoride; triethylamine In methanol; water65%
sulfolane
126-33-0

sulfolane

hafnium tetrachloride
13499-05-3

hafnium tetrachloride

[HfCl4(tetrahydrothiophene-1,1-dioxide)2]
760976-01-0

[HfCl4(tetrahydrothiophene-1,1-dioxide)2]

Conditions
ConditionsYield
In dichloromethane (N2); dropwise addn. of a soln. of ligand in CH2Cl2 to a suspn. of HfCl4in CH2Cl2 at room temp.; filtration, concn., addn. of hexane, filtration, washing with hexane, drying in vac. at room temp.; elem. anal.;71%
In sulfolane (N2); addn. of sulfolane to HfCl4; filtration, addn. of CH2Cl2, then toluene, then hexane, standing for 15 d, filtration, washing with hexane, drying in vac.; elem. anal.;21%
sulfolane
126-33-0

sulfolane

(3R)-4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]-3-methylmorpholine

(3R)-4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]-3-methylmorpholine

2-(6-((R)-3-methylmorpholino)-2-(methylthio)pyrimidin-4-yl)tetrahydrothiophene 1,1-dioxide

2-(6-((R)-3-methylmorpholino)-2-(methylthio)pyrimidin-4-yl)tetrahydrothiophene 1,1-dioxide

Conditions
ConditionsYield
Stage #1: sulfolane With lithium diisopropyl amide In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere;
Stage #2: With zinc(II) chloride In tetrahydrofuran at 0℃; for 1.5h; Inert atmosphere;
Stage #3: (3R)-4-[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]-3-methylmorpholine With palladium diacetate; XPhos In tetrahydrofuran at 65℃; for 16h; Negishi Coupling; Inert atmosphere;
71%

126-33-0Related news

Degradation of Sulfolane (cas 126-33-0) using activated persulfate with UV and UV-Ozone10/01/2019

This study investigates the degradation of sulfolane in aqueous system by (NH4)2S2O8/UVC and (NH4)2S2O8/O3/UVC. While bubbling O3 significantly decreased the reaction time, the experimental results in both cases were consistent: firstly, the degradation of sulfolane followed pseudo-first order k...detailed

Carbon dioxide solubility in aqueous Sulfolane (cas 126-33-0) solution09/26/2019

New experimental data are presented for the solubility of carbon dioxide in aqueous sulfolane (SFL) solution, an important solvent with applications in a variety of chemical industries. Solvent mixtures of (SFL + H2O) studied in this work contain the composition range xSFL = (0.0999–0.9313), te...detailed

Bioremediation capability evaluation of benzene and Sulfolane (cas 126-33-0) contaminated groundwater: Determination of bioremediation parameters09/25/2019

Benzene and sulfolane are commonly used but hazardous chemicals in the petrochemical industry and their leakage and inappropriate disposal certainly causes serious soil and groundwater contamination. In this research, the bioremediation potential of groundwater contaminated with benzene and sulf...detailed

Degradation of Sulfolane (cas 126-33-0) in aqueous media by integrating activated sludge and advanced oxidation process09/24/2019

In this study, the performance of an integrated technology, combining biological treatment with advanced oxidation process in sequence, was evaluated for the degradation of sulfolane in aqueous media. In addition, the impact of biological process on AOP was also studied by assessing residual sul...detailed

126-33-0Relevant articles and documents

A mild, efficient and selective oxidation of sulfides to sulfoxides

Fraile, Jose M.,Garcia, Jose I.,Lazaro, Beatriz,Mayoral, Jose A.

, p. 1807 - 1808 (1998)

Several titanium derivatives supported on silica have been investigated as catalysts in the sulfide→sulfoxide oxidation; the supported titanium/tartaric acid catalyst is highly suited to reactions carried out with H2O2, leading to high yields and high sulfoxide/sulfone selectivities, while small asymmetric inductions (up to 13%) are observed.

A Simple Metal Free Oxidation of Sulfide Compounds

Wagh, Ravindra B.,Nagarkar, Jayashree M.

, p. 181 - 187 (2017)

Abstract: This work reports simple, efficient, selective protocol for the oxidation of sulfide compounds. Various sulfides were selectively and completely converted into their corresponding sulfoxides and sulfones using H2O2as an oxidant in presence of catalytic amount of caprylic acid. The reaction proceeds at room temperature to give sulfoxide and by increasing the reaction temperature to 50 °C, this system provides selective formation of sulfone with high conversion and excellent yields. Green, convenient, easy work-up, chemoselectivity, broad substrate scope and regeneration of catalyst are the important highlights of this protocol. Graphical Abstract: [Figure not available: see fulltext.] Using H2O2as an oxidant in presence of catalytic amount of caprylic acid various sulfides were selectively and completely converted into their corresponding sulfoxides and sulfones.

Green oxidations. Manganese(II) sulfate aided oxidations of organic compounds by potassium permanganate

Shaabani, Ahmad,Rahmati, Abbas,Sharifi, Masoumeh,Rad, Jafar Mogimi,Aghaaliakbari, Behnaz,Farhangi, Elham,Lee, Donald G.

, p. 649 - 651 (2007)

The oxidation of arenes and sulfides by potassium permanganate was accomplished in good yields under solvent free and heterogeneous conditions when manganese(II) sulfate is used as a solid support. After extraction of the organic products, the inorganic products can be reoxidized to permanganate. This result is important because it provides an approach to oxidation reactions that is, in theory, infinitely sustainable. Springer-Verlag 2007.

Onium Ions. 27. Oxidation of Sulfoxides to Sulfones with Nitronium Salts

Olah, George A.,Gupta, B. G. Balaram

, p. 3585 - 3587 (1983)

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Jordan,Kipnis

, p. 2635 (1949)

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A highly efficient, green, rapid, and chemoselective oxidation of sulfides using hydrogen peroxide and boric acid as the catalyst under solvent-free conditions

Rostami, Amin,Akradi, Jamal

, p. 3501 - 3503 (2010)

We report boric acid as a highly efficient and eco-friendly catalyst for the selective oxidation of sulfides to sulfoxides or sulfones, in excellent yields under solvent-free conditions, using 30% hydrogen peroxide as an oxidant. Various sulfides possessing functional groups such as alcohol, ester, and aldehyde are successfully and selectively oxidized without affecting sensitive functionalities.

Fast and efficient oxidation of sulfides to sulfones with N,N′-dibenzyl-N,N,N′,N′-tetramethyl diammonium permanganate

Lakouraj,Tajbakhsh,Tashakkorian,Ghodrati

, p. 485 - 490 (2007)

Selective oxidation of sulfides to sulfones was developed using N,N′-dibenzyl-N,N,N′,N′-tetramethylethylene diammonium permanganate. A variety of aromatic and aliphatic sulfides were oxidized to the corresponding sulfones immediately in excellent yields at r.t. Copyright Taylor & Francis Group, LLC.

A Convenient Synthesis of Sulfones by the Oxone Oxidation of Sulfides in an Protic Solvent in the Presence of Clay Minerals

Hirano, Masao,Tomaru, Jun-ichirou,Morimoto, Takashi

, p. 3752 - 3754 (1991)

The title oxidation in dichloromethane in the presence of ''wet''-montmorillonite and -kaolin afforded the corresponding sulfones in excellent to almost quantitative yield under neutral and mild conditions.

Surface decorated magnetic nanoparticles with Mn-porphyrin as an effective catalyst for oxidation of sulfides

Shokoohi, Saeedeh,Rayati, Saeed

, p. 8 - 18 (2021/07/19)

Mn-porphyrin complex was anchored coordinatively to silica-coated surface of magnetic nanoparticles (SMNP). Afterward, a heterogeneous nanocatalyst (Fe3O4@SiO2-MnTCPP) has been characterized by Fourier transform infrared (FT-IR), ultraviolet-visible (UV-vis) spectroscopy, powder X-ray diffraction (XRD), scanning electron microscopy (SEM), vibrating sample magnetometry (VSM), thermogravimetric analysis (TGA), and transmission electron microscope (TEM). A thermal stability up to around 350°C was verified for prepared nanocatalyst based on thermogravimetric analysis. Finally, the catalytic performance of magnetically recoverable Mn-catalyst was exploited in the green oxidation of different sulfides with urea hydrogen peroxide (UHP) in the presence of imidazole as co-catalyst in ethanol under heterogeneous conditions. The eco-friendly property of ethanol strongly induced us to employ it as the reaction solvent in this oxidation system. Complete conversion (≥99) of sulfides to the corresponding sulfoxide or sulfones was obtained for ethyl phenyl sulfide, phenyl vinyl sulfide, diallyl sulfide, thiocyanatoethane, 2-ethyl mercaptoethanol and tetrahydrothiophene. Moreover, the recovered catalysts keep constant conversion yield up to at least three cycles.

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

Cao, Zhong-Yan,Li, Xiaolong,Lu, Hao,Wang, Panpan,Wang, Shengqiang,Xu, Xiaobo,Yan, Leyu,Yang, A-Xiu

supporting information, p. 8691 - 8695 (2021/10/22)

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

ZnO-POM Cluster Sub-1 nm Nanosheets as Robust Catalysts for the Oxidation of Thioethers at Room Temperature

Liu, Junli,Shi, Wenxiong,Wang, Xun

supporting information, p. 16217 - 16225 (2021/10/12)

Two-dimensional (2D) zinc oxides have attracted more and more research interests due to their unique properties. Yet, it remains a great challenge to limit the thickness to the sub-1 nm scale and further combine with other components to obtain 2D hybrid zinc oxide (ZnO)-based sub-1 nm materials. Herein, a versatile strategy was successfully developed to realize the controllable preparation of ZnO-polyoxometalate (POM)-based 2D hybrid sub-1 nm nanosheet (HSNS) superstructures by incorporating three kinds of molybdenum-based POM clusters into the zinc oxide system. Molecular dynamics simulation results demonstrated that POM clusters interact with ZnO/Zn(OH)2molecules and coassembled into stable 2D HSNSs. Significantly, theses materials as robust catalysts showed excellent catalytic activity, selectivity, and stability in the oxidation of thioethers at room temperature, which partly can be attributed to the special 2D sub-1 nm nanostructures with large specific areas leading to the full exposure of active sites. Meanwhile, the synergetic effect of multiple components also played an important role during the catalytic process. Thus, this work would pave the way for the precise synthesis of multicomponent 2D hybrid sub-1 nm materials for widespread applications.

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